27 famous outfits of the 90s that will go down in fashion history


The ’90s can be a breeding ground for some divisive looks: whale tails, butterfly clips and capri pants. But it was also a golden age of fashion, IMHO.

Icons of the decade — like Jennifer Aniston, Halle Berry and Winona Ryder — all had major style moments on red carpets. A young Kate Moss was photographed wearing the nude dress, which changed the fit forever and helped make it one of today’s most enduring trends.

Perhaps the most iconic of all was Princess Diana, whose literary legacy is as celebrated as her life – to this day. In the year When she debuted her “revenge dress” in 1997, it not only earned its own lasting moniker—I’d argue it’s now officially part of the stages of grief—denial, anger, bargaining, depression, acceptance, and revenge dressing. .

And I’m not the only one who has wished that for decades. Some of today’s most stylish celebrities have been delving into the fashion archives for vintage dresses on a frequent (if not daily) basis. Dua Lipa She rocked a 1992 Chanel creation at the recent Met Gala, while Zendaya looks to the ’90s Prada archives for her red carpet look. Even Kendall Jenner and Kim Kardashian were rocking items from the closet, wearing vintage Jean Paul Gaultier among their stylish siblings.

If you, too, want to go down memory lane and reminisce about the ‘fits that made the era, read on. I have 25 for you.

Britney Spears

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In the year In 1999, Britney Spears wore a baby pink tank top and matching pants, accessorized with metallic and pink plates, to the first Teen Choice Awards before she was dubbed the “Princess of Pop.” Clue: “I’m not a woman, not a woman yet.”

Jennifer Lopez

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On the heels of her film Selena (Before “Jenny from the Block”) Jennifer Lopez wore a cowl-neck chainmail crop top and leather maxi at the 1998 MTV Movie Awards – the most underrated ‘fit of all time.

Princess Diana

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This is the year More importantly, she wore this too-spicy-for-regular-royal dress. Very similar Tonight – King Charles officially professes his allegiance, marking the official genesis of the “Revenge Dress”.

Lil Kim

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In the year One of the most iconic fashion trends of the 1990s, Lil’ Kim’s mermaid-inspired, one-shoulder look (complete with shell-shaped bra) is still going strong — even in 2023.

Kate Moss

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Julia Roberts

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Julia Roberts is known for rocking oversized pants on red carpets, yes. But her gown at the 1992 Golden Globes was particularly beautiful. Paired with a perfectly messy bob and a gold clutch, she looked the star.

Jada Pinkett Smith

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TBH, I could see any of today’s style stars wearing Jada Pinkett Smith’s glittery, chinamal crop top and high dress at the 1997 Oscars After Party. It’s a look worth copying, to be sure.

Drew Barrymore

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Micro-banging is already difficult. And Chevron print (now stuck in “cheugy” purgatory) – together, even more. But that only fits Drew Barrymore. It worked.

Angelina Jolie

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It was there before her infamous leg popped up at the Oscars. This Standout moment at a different awards show: A crystal-encrusted spicy cap dress at the 1999 Golden Globes. She won Best Performance by an Actress BTW.

The child of destiny

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Just a regularly scheduled reminder that Beyoncé can do no wrong — in the fashion department or otherwise. She, Michelle Williams, and Kelly Rowland served up all-leather trim in 1998. It’s one of the most dramatic (coordinating!) looks of their tenure.

Gwyneth Paltrow

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Gwyneth Paltrow was a winner at the 1999 Oscars – winning the Best Actress award for her entry. Shakespeare in love (And to slay the red carpet in this blush pink ball gown).

Sarah Jessica Parker

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Sarah Jessica Parker didn’t just take a page out of Carrie Bradshaw’s playbook, she pulled an entire dress out of her closet. After wearing the “naked dress” that created a lot of hoopla with Mr. Big in season 1 SATCParker wore a mini slip IRL to catch up on VH1 Vogue Fashion Awards in 1997

Spice girls

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Let’s be honest: The Spice Girls defined a style era in the ’90s. But their appearance at the 1997 MTV VMAs – complete with platform sneakers, leopard prints and athletic shoes – was a total team slay.

Jennifer Aniston

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There were almost too many Jennifer Aniston options to choose from, as she is basically the IRL version of the most beautiful screen person ever, Rachel Green. But Friends The star may have been glam in this patterned brown number at the 1999 Emmy Awards. The shiny embellished top, the fluffy dress, the messy hair? The vibrations before vibrations were called ‘vibes’.

Diane Keaton

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Diane Keaton has been a style icon for decades, and she continues to amaze with her outfits. But this all-white look at the 1997 Academy Awards was beyond your typical world of chic. With her stylish touches – glasses, choker, gloves and platform boots – she also completed the look. her.

Audrey Hepburn

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Before Barbiecore, there was Audrey Hepburn. I’m at a loss for words for this one-shoulder bright pink number the actress wore to the 1992 Oscars. Just wow.


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Aaliyah had a great street style game, but she was no slouch in this white-hot look at home. Anastasia Premiered in 1997. In a white sweater, faux fur coat and her signature crop top, she looks winter cool.

Cindy Crawford

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Cindy Crawford She was a style icon in the 1990s, and this saucy dress — with Richard Gere for Oscars day, no less — is undeniably one of her best looks of the decade. Only fire.

Winona Ryder

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Winona Ryder was all about grunge glam in the ’90s. But to attend the 1994 Academy Awards, she traded in her ‘all-black’ number for an ivory, beaded, flapper-style number. great.

Mariah Carey and Whitney Houston

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Diva history was made when Mariah Carey and Whitney Houston twinned at the 1998 MTV Video Music Awards. In fact, it was so amazing that Dua Lipa and Meghan T Stallion did the honors. as well He looked like last year’s Grammys wearing a matching Versace.

Halle Berry

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Let’s get this straight: Halle Berry can do no sartorial wrong. But this boudoir-inspired slip dress with lace panels was perhaps her best effortlessly spicy look.

Britney Spears (again)

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Okay, but this metallic pink bandeau top and white pants that Britney Spears wore to a concert in 1999 is part of the Spears fashion canon.

Kate Hudson

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This white and gold number that Kate Hudson wore to the 1999 MTV Movie Awards was angelic and daring — and totally ’90s.

Kate Winslet

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TitanicRose walked for Kate Winslet to run. She attended the 1998 Academy Awards in this stately gown, complete with intricate embroidery reminiscent of her on-screen character’s sophisticated wardrobe.


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In the year In 1991, Madonna stole Marilyn Monroe in a sparkly strapless number and hair. She He wears $20 million worth of Harry Winston bling.

And Ryan

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There’s something about Meg Ryan walking the red carpet in a fur-trimmed, jumpy lime green coat that makes me wish I had a time machine…

Cameron Diaz

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Cameron Diaz served in the ’90s range – donning everything from tiny slips to a pre-PP fit. The billowing sleeves and saccharine vibe of the solo clip capture her status as a rom-com darling perfectly.

Nicole Kidman

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If you need proof that Nicole Kidman is always a must-see on the red carpet, here’s this intricately embroidered chartreuse beauty. This look was a gem.


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